Beilstein J. Org. Chem.2010,6, 859–868, doi:10.3762/bjoc.6.101
rationally designed and synthesized to develop a structure-property relation. A judicious combination of hydrophilic and hydrophobic segments led to the development of pyridinium based amphiphilic hydrogelators having a minimum gelation concentration of 1.7%, w/v. Field emission scanning electronic
microscopy (FESEM), atomic force microscopy (AFM), photoluminescence, FTIR studies, X-ray diffraction (XRD) and 2D NOESY experiments were carried out to elucidate the different non-covalent interactions responsible for the self-assembled gelation. The formation of three-dimensional supramolecular aggregates
hydrophobic interactions is mandatory for any gelation process. Non-covalent interactions such as hydrogen bonding, ionic interactions, π–π stacking or van der Waals forces play a pivotal role in self-assembled gelation [12]. Tuning the structure of gelator molecules leads to a better understanding of the
Beilstein J. Org. Chem.2008,4, No. 24, doi:10.3762/bjoc.4.24
two natural nano-sized triterpenic acids via bromolactonization, we serendipitously discovered that arjuna-bromolactone is an excellent gelator of various organic solvents. A simple and efficient method for the separation of two triterpenic acids and the gelation ability and solid state 1D-helical
) LiBr/DMF. The carbon skeletons of both arjunolic and asiatic acids are 1.15 nm (3C•••21C) long [10].
Gelation test resultsa.
Supporting Information
Supporting Information File 45: Experimental data. An improved method for the isolation of the triterpenic acids, additional experimental procedures
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Graphical Abstract
Scheme 1:
(a) (i) Br2/AcOH, (ii) CH2N2, (iii) separation by crystallization, (b) Zn/AcOH/RT (c) LiBr/DMF. The...